Island Estate Vacations from ￥283,952

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The Latest Island Estate Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
Beach Park
Price was ￥321,764, price is now ￥283,952 per person
￥283,952
per person
Jul 22 - Jul 28
found 1 hour ago
Roundtrip flight included
Tokyo (HND) to Tampa (TPA)
8.6/10 Excellent! (1,801 reviews)
The staff was phenomenal, particularly the man who checked us in and worked on night shift. I forgot to asked his name.

Reviewed on May 1, 2026

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was ￥367,172, price is now ￥297,004 per person
￥297,004
per person
Jul 22 - Jul 28
found 1 hour ago
Roundtrip flight included
Tokyo (HND) to Tampa (TPA)
9.6/10 Exceptional! (976 reviews)
The hotel was immaculate. The restaurant/bar was friendly accommodating, and the food was good nice pool, nice hot tub, you couldn’t pick a better location to be close to beach in the harbor.

Reviewed on May 9, 2026

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Price was ￥365,360, price is now ￥314,436 per person
￥314,436
per person
Jul 22 - Jul 28
found 1 hour ago
Roundtrip flight included
Tokyo (HND) to Tampa (TPA)
8.6/10 Excellent! (2,602 reviews)
Good location, nice staff

Reviewed on May 9, 2026

Landing Furnished Apartments - Clearwater

Landing Furnished Apartments - Clearwater

4 out of 5
Downtown Clearwater
Price was ￥346,184, price is now ￥300,218 per person
￥300,218
per person
Jul 22 - Jul 28
found 1 hour ago
Roundtrip flight included
Tokyo (HND) to Tampa (TPA)
No reviews
The Marker

The Marker

2 out of 5
Price was ￥516,227, price is now ￥455,045 per person
￥455,045
per person
Jul 22 - Jul 28
found 1 hour ago
Roundtrip flight included
Tokyo (HND) to Tampa (TPA)
6/10 (2 reviews)
There was no staff due to it being brand new! The owner Jeff was great and very polite and went out of his way to make us feel welcome and valued! It was very quiet and comfortable for my family. Only about a two block walk to the beach but being in the bay was beautiful to wake up to!

Reviewed on Apr 12, 2026

Where to stay in Island Estate

Find the best Island Estate areas and neighborhoods for the activities you enjoy most. Learn more about Island Estate
Pass-a-Grille

Pass-a-Grille

1 out of top 10 points of interest in this area
5/5(26 area reviews)

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotels in Pass-a-Grille

Island Estate Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is ￥53,165 per night from May 13 to May 14
￥53,165
￥66,273 total
May 13 - May 14
includes taxes & fees
9.4/10 Exceptional! (3,229 reviews)
Pool to crowded, food prices outrageous

Reviewed on May 9, 2026

Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
The price is ￥25,802 per night from May 25 to May 26
￥25,802
￥29,285 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (1,293 reviews)
The place is awesome

Reviewed on May 9, 2026

The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is ￥35,162 per night from Jun 7 to Jun 8
￥35,162
￥45,930 total
Jun 7 - Jun 8
includes taxes & fees
8.2/10 Very Good! (2,611 reviews)
Loved the beautiful grounds and convenient location. Kept very clean. Friendly staff. Nightly rate is pretty high considering you have an additional daily $35 resort fee, $40/day to park your car, only get a free lounge chair by the pool, need to pay $29/day for them on the beach. Can't sit at the ...

Reviewed on May 9, 2026

Hilton Clearwater Beach Resort & Spa
See all 14,323 properties in Island Estate
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does an Island Estate vacation package cost?
Go from looking to booking with our Island Estate vacation packages, which start from a low ￥283,952. Choose the flights and hotels that suit your travel plans. Then, add on some sightseeing tours to round off your unique adventure.
How do I get a cheap travel package to Island Estate?
Combine your bookings with Expedia to save on your next getaway. With more than 550 airlines and 1,000,000 properties worldwide, your Island Estate vacation package can be customized exactly to suit your travel style. With all those extra dollars, why not throw in some awesome tours and activities? It's an easy way to unlock even more bargains. Your dream vacation in Island Estate is much closer than you thought!
Where should I stay in Island Estate?
A journey to Island Estate isn't complete without stopping by Clearwater Marine Aquarium and Sand Key Park. Book somewhere right nearby so you can easily access these terrific tourist attractions.
What are the top hotels in Island Estate?
Get your vacation off to a good start by reserving a room at 818 Harbor Island - 4 Bedroom Condo. It's one of most popular properties in Island Estate. Another welcoming option is Starboard Clipper Cove #605 - 2 Bedroom Apts.
How far in advance should I book my Island Estate vacation?
Travelers are generally able to look up international fares on Expedia within 12 months of departure. Booking last minute? With a stroke of luck, it's still possible to purchase an affordable ticket just weeks before your flight.
What does an Expedia Island Estate travel package include?
Flights, car rentals and hotels — we bring you the very best bargains. All you have to do is figure out your favorite combination. After you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it easy to create an unforgettable Island Estate escape.
What should I know before booking an Island Estate travel package?
Our prices are always low. However, you'll enjoy even more bargains if you book your flights, hotels and car rentals together. With an Expedia package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with an Island Estate Expedia vacation package?
Yes, and with over 550 airlines to pick from around the world, you've got lots of choice. Take a look at the available options and find out which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Island Estate vacation package?
We totally understand — life sometimes gets in the way of your plans. If you've booked an Island Estate vacation package and have to cancel or change it, we're here to help. We recommend looking up our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to change your itinerary at no cost. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.

Discover the most popular places to visit in Island Estate

Aerial view of the pink-tinged waters reflecting the vibrant sunset hues next to the John's Pass Village & Boardwalk, Treasure Island, Florida, United States.

John's Pass Village & Boardwalk

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area, or check out its lively bars.

John's Pass Village & Boardwalk
Fort De Soto Park

Fort De Soto Park

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park
Salvador Dali Museum

Salvador Dali Museum

Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.

Salvador Dali Museum

Things to do

Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

￥5,901
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

￥6,346
per adult
90% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

￥5,828
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.